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C1494

Sigma-Aldrich

Carmofur

≥98% (HPLC), powder

Sinónimos:

1-Hexylcarbamoyl-5-fluorouracil, HCFU

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About This Item

Fórmula empírica (notación de Hill):
C11H16FN3O3
Número de CAS:
61422-45-5
Peso molecular:
257.26
Número MDL:
MFCD00866284
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329774890
NACRES:
NA.77

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

color

white to off-white

solubilidad

DMSO: >15 mg/mL

temp. de almacenamiento

2-8°C

cadena SMILES

CCCCCCNC(=O)N1C=C(F)C(=O)NC1=O

InChI

1S/C11H16FN3O3/c1-2-3-4-5-6-13-10(17)15-7-8(12)9(16)14-11(15)18/h7H,2-6H2,1H3,(H,13,17)(H,14,16,18)

Clave InChI

AOCCBINRVIKJHY-UHFFFAOYSA-N

Aplicación

Carmofur has been used as an inhibitor of acid ceramidase to study its effects on glucosylsphingosine (GlcSph) production in human embryonic kidney 293T (HEK293T) cells. It has also been used as an inhibitor of acid ceramidase to study its effects on acid‐mediated hydrolysis of ceramide which kicks-in consumption and the generation of sphingosine .

Acciones bioquímicas o fisiológicas

Carmofur acts as an inhibitor of fatty acid amide hydrolase (FAAH), N-acylethanolamine acid amidase (NAAA) and acid ceramidase (ASAH1). Carmofur has a therapeutic activity against colorectal and cervical cancer. It can inhibit the severe acute respiratory syndrome (SARS)-CoV-2 main protease (Mpro) in vitro.
Carmofur is a derivative of fluorouracil, an antimetabolite used as an antineoplastic agent.
Carmofur is an antineoplastic agent and a flurorouracil analog.

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palabra de señalización

Danger

Frases de peligro

H301,H361

Consejos de prudencia

P201 - P301 + P310 + P330

Clasificaciones de peligro

Acute Tox. 3 Oral - Repr. 2

Código de clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000235912
021M4721V

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Structural basis for the inhibition of SARS-CoV-2 main protease by antineoplastic drug carmofur
Jin Z, et al.
Nature Structural and Molecular Biology, 27(6), 529-532 (2020)
Nelson S Torres et al.
Antimicrobial agents and chemotherapy, 60(10), 5663-5672 (2016-07-13)
It is now well established that bacterial infections are often associated with biofilm phenotypes that demonstrate increased resistance to common antimicrobials. Further, due to the collective attrition of new antibiotic development programs by the pharmaceutical industries, drug repurposing is an
A new use for an old drug: carmofur attenuates lipopolysaccharides (LPS) induced acute lung injury via inhibition of FAAH and NAAA activities
Li Y, et al.
Frontiers in Pharmacology, 10(6), 818-818 (2019)
S Kuzuhara et al.
Journal of neurology, 234(6), 365-370 (1987-08-01)
Three cases of leucoencephalopathy induced by carmofur (1-hexylcarbamoyl-5-fluorouracil), an antineoplastic derivative of 5-fluorouracil are reported and the literature is reviewed. Initial symptoms were unsteady gait and dementia developing several weeks or months after carmofur had been started. Symptoms increased gradually
Ha S Nguyen et al.
Pharmaceutics, 10(2) (2018-04-13)
Glioblastoma is the most common, malignant primary tumor of the central nervous system. The average prognosis for life expectancy after diagnosis, with the triad of surgery, chemotherapy, and radiation therapy, is less than 1.5 years. Chemotherapy treatment is mostly limited
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